2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine | 1373340-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine
• 英文别名: [5-methyl-3-(3-methylbutyl)pyrazin-2-yl]methanol
• CAS: 1373340-95-4
• 化学式: C₁₁H₁₈N₂O
• 分子量: 194.277
• InChiKey: PMSIVPBOFQDKPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氯-2,5-二甲基吡嗪 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 11.0h， 生成 2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine
  参考文献：
  名称：

  The Discovery of 2-Hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine: A Semiochemical in Orchid Pollination

  摘要：

  Drakaea livida (Orchidaceae) is pollinated by sexual deception of the wasp Zaspilothynnus nigripes (Thynnidae). It is shown that the orchid emits the same compound, 2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine, that females emit when calling for mates. This novel pyrazine was isolated and identified by GC-EAD and GC-MS and confirmed by synthesis. This compound may represent the first known case of pyrazines as sex pheromones in Hymenoptera.

  DOI：

  10.1021/ol300864u

文献信息

• The Discovery of 2-Hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine: A Semiochemical in Orchid Pollination
  作者：Björn Bohman、Lynne Jeffares、Gavin Flematti、Ryan D. Phillips、Kingsley W. Dixon、Rod Peakall、Russell A. Barrow

  DOI：10.1021/ol300864u

  日期：2012.5.18

  Drakaea livida (Orchidaceae) is pollinated by sexual deception of the wasp Zaspilothynnus nigripes (Thynnidae). It is shown that the orchid emits the same compound, 2-hydroxymethyl-3-(3-methylbutyl)-5-methylpyrazine, that females emit when calling for mates. This novel pyrazine was isolated and identified by GC-EAD and GC-MS and confirmed by synthesis. This compound may represent the first known case of pyrazines as sex pheromones in Hymenoptera.